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Geodesic‐Planar Conjugates: Substituted Buckybowls—Synthesis, Photoluminescence and Electrochemistry
Author(s) -
Bayer Johannes,
Herberger Jan,
Holz Lukas,
Winter Rainer F.,
Huhn Thomas
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202003605
Subject(s) - photoluminescence , planar , electrochemistry , geodesic , materials science , conjugate , chemistry , computer science , optoelectronics , mathematics , computer graphics (images) , geometry , mathematical analysis , electrode
Abstract C−C cross coupling products of bowl‐shaped as ‐indaceno[3,2,1,8,7,6‐ pqrstuv ]picene (Idpc) and different planar arenes and ethynyl‐arenes were synthesized. Photoluminescence as well as electrochemical properties of all products were investigated and complemented by time‐dependent quantum chemical calculations. UV/Vis spectroelectrochemistry investigations of the directly linked (Idpc) 2 indicated the absence of any intramolecular charge‐transfer transition of intermittently formed (Idpc) 2 .− . All coupling products showed fluorescence. Ferrocene‐1‐yl‐Idpc was structurally characterized by X‐ray diffraction and is a rare example of a ferrocene‐containing buckybowl exhibiting luminescence.